Sorry, I should have mentioned I've already solved this issue here #136, but I suppose I didn't document much about my findings.

I'm not exactly sure why, but the only thing that would trigger this problem with the black screen to occur would be when the wineuser account was added to the sudo group and only on the ARM based image. I had no issues with Intel images on my Intel Mac. Where again, with your Apple M1 Mac I believe you only experienced issues with the Intel image?

Anyway, I would start the container with ./docker-wine --rm --arm64 --rdp then ran top in the bash shell. I then connected to the container via RDP and after logging in, the command systemctl was running at 100%. Long story short, I removed the systemd package and the problem went away.

The systemd package was being installed as a required package for software-properties-common (so even trying to prevent the package being installed with pinning didn't work), which in turn is required for adding the wine repository. My solution 557429d in the end is a little hacky as I add then remove the software-properties-common package, then also need to remove the systemd packages as otherwise they're left behind. There's probably a more elegant solution, but I'm happy enough with this workaround for now.

Anyways, please check the latest and arm64 tagged images to test out the Intel and ARM images respectively. If it works from your end then we can go ahead and close this issue

Actually, I wasn't a fan of adding and removing software-properties-common and it was installing quite a bit for just a couple of helper scripts that weren't even necessary, so it's now removed completely.